反应详情

A mixture of 2-[[2-(2-pyridinyl)ethyl]thio]ethanol (0.50 g), 1,6-dibromohexane (2.13 g), TAB (0.4 g) and 50% aqueous sodium hydroxide (6 ml) was stirred under nitrogen for 6 h, then diluted with water (75 ml) and extracted with diethyl ether (2×150 ml). The organic extracts were evaporated in vacuo to give an oil, which was partitioned between 2N hydrochloric acid (100 ml) and hexane (2×100 ml). The aqueous phase was basified to pH 12 with 50% aqueous sodium hydroxide and extracted with diethyl ether (2×150 ml), the dried organic extracts were evaporated in vacuo to give an oil. Purification by FCC eluting with System F (1:1) gave the title compound (0.60 g) as a colourless oil. T.l.c. (diethyl ether) Rf 0.64

1. extractionextracted with diethyl ether (2×150 ml)
2. customThe organic extracts were evaporated in vacuo
3. customto give an oil, which
4. customwas partitioned between 2N hydrochloric acid (100 ml) and hexane (2×100 ml)
5. extractionextracted with diethyl ether (2×150 ml)
6. customthe dried organic extracts were evaporated in vacuo
7. customto give an oil
8. customPurification by FCC
9. washeluting with System F (1:1)